WO2013169506A2 - Composition pour application sur la peau comprenant une cire de résine silsesquioxane et des particules solides - Google Patents

Composition pour application sur la peau comprenant une cire de résine silsesquioxane et des particules solides Download PDF

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Publication number
WO2013169506A2
WO2013169506A2 PCT/US2013/038584 US2013038584W WO2013169506A2 WO 2013169506 A2 WO2013169506 A2 WO 2013169506A2 US 2013038584 W US2013038584 W US 2013038584W WO 2013169506 A2 WO2013169506 A2 WO 2013169506A2
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WIPO (PCT)
Prior art keywords
composition
parts
skin
ingredient
silsesquioxane resin
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PCT/US2013/038584
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English (en)
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WO2013169506A3 (fr
Inventor
Gerald BRISSETTE
Lok Ming Eva LI
Yihan Liu
Mary Kay Tomalia
Adriana Urrutia-Gutierrez
Original Assignee
Dow Corning Corporation
Dow Corning De Mexico S.A. De C.V.
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Application filed by Dow Corning Corporation, Dow Corning De Mexico S.A. De C.V. filed Critical Dow Corning Corporation
Priority to US14/399,536 priority Critical patent/US20150098973A1/en
Priority to KR1020147033066A priority patent/KR20150013604A/ko
Priority to JP2015511507A priority patent/JP2015516417A/ja
Priority to CN201380023258.7A priority patent/CN104321044A/zh
Priority to EP13721522.4A priority patent/EP2846760A2/fr
Publication of WO2013169506A2 publication Critical patent/WO2013169506A2/fr
Publication of WO2013169506A3 publication Critical patent/WO2013169506A3/fr

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/25Silicon; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0241Containing particulates characterized by their shape and/or structure
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/26Aluminium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31Hydrocarbons
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • A61K8/375Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585Organosilicon compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06Lipsticks
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/08Preparations containing skin colorants, e.g. pigments for cheeks, e.g. rouge
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/10Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/08Anti-ageing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/412Microsized, i.e. having sizes between 0.1 and 100 microns

Definitions

  • the disclosure relates to blends of waxes for topical application to the skin, methods for their preparation, and their uses in skin care compositions to provide a soft focus effect and aesthetic benefits.
  • Formulations that are designed to conceal the natural appearance of the skin by depositing an opaque or semi-opaque layer onto the skin tend to fill those pores and uneven areas of the skin, which is also generally visible, especially under natural light or after several hours of wear. Further, especially in warmer and more humid climates, formulations that conceal the appearance of natural skin tend to either melt and deposit themselves into the skin's uneven areas (i.e., pores, wrinkles) or get "cakey,” both of which are undesirable. There is a need in the art for products that maintain the natural look of the skin under a variety of lighting conditions.
  • silsesquioxane resin wax When silsesquioxane resin wax is combined with an appropriate solid particulate, the composition results in a unique soft focus effect which diffuses the appearance of skin blemishes and, at the same time, still allows the natural skin to be seen, moisturizes the skin, and provides a silky, velvety feel.
  • the use of the silsesquioxane resin wax provides aesthetic benefits and comfort to the skin.
  • the soft focus effect is synergistically enhanced due to the combination of the silsesquioxane resin wax, solid particulate, and other waxes.
  • the present disclosure provides means to lessen the appearance of skin wrinkles, skin crow's feet, signs of intrinsic and extrinsic skin aging and benign pigment disorders, tired and/or flabby skin, age spots, fatty and/or impure skin, UV-damaged or irritated skin in a novel way - by diffusing the appearance of skin imperfections instead of covering them up.
  • An aspect of the present disclosure is directed to a composition
  • a composition comprising (a) a silsesquioxane resin wax, (b) at least one solid particulate having an average particle size greater than 1 micron, and (c) one or more additional waxes.
  • Another aspect of the present disclosure is directed to an anhydrous composition
  • an anhydrous composition comprising (a) a silsesquioxane resin wax, (b) at least one solid particulate having an average particle size greater than 1 micron, (c) one or more additional waxes, and (d) one or more fluids selected from silicone fluid and organic fluid.
  • Another aspect of the present disclosure is directed to an emulsion composition
  • an emulsion composition comprising (a) a silsesquioxane resin wax, (b) at least one solid particulate having an average particle size greater than 1 micron, (c) one or more additional waxes, (d) one or more fluids selected from silicone fluid and organic fluid, (e) one or more emulsifiers, and (f) water.
  • Another aspect of the present disclosure is directed to a method of preparing a composition for topical application to the skin of a mammal, the method comprising the steps of mixing (a) a silsesquioxane resin wax, (b) one or more solid particulate having an average particle size greater than 1 micron, (c) one or more additional waxes, (d) optionally, one or more fluids selected from silicone fluid and organic fluid, (e) optionally, one or more emulsifiers, (f) optionally, water.
  • ambient conditions refers to surrounding conditions under one atmosphere of pressure, at 50 percent relative humidity, and at a temperature of from 20 ⁇ to 25°C, unless otherwise specified.
  • a wax is defined as a material which is solid at ambient conditions, and which possesses a melting point.
  • waxes used herein have a melting point ranging of from 30 °C to 130°C, alternatively of from 30 ⁇ € to 90 ⁇ €.
  • the present disclosure relates to a composition
  • a composition comprising (a) a silsesquioxane resin wax, (b) at least one solid particulate having an average particle size greater than 1 micron, and (c) one or more additional waxes.
  • the silsesquioxane resin wax (a) is present in the composition in an amount ranging of from 10 to 70 parts, alternatively of from 30 to 60 parts, per 100 parts by weight of the total composition.
  • the at least one solid particulate having an average particle size greater than 1 micron (b) is present in the composition in an amount ranging of from 5 to 50 parts, alternatively of from 10 to 40 parts, per 100 parts by weight of the total composition.
  • the one or more additional waxes (c) is present in the composition in an amount ranging of from 10 to 70 parts, alternatively of from 30 to 40 parts, per 100 parts by weight of the total composition.
  • the ratio of the combined amount of the silsesquioxane resin wax and the one or more additional waxes to the amount of the at least one solid particulate may be in the range of from 1 to 20, alternatively of from 2 to 10.
  • the composition may be prepared in a form of a solid for easy transportation and storage.
  • the solid may be in the form of a flake, a particle, a granule.
  • the solid is obtained by melting the waxes (a) and (c), mixing them in presence of particulate (b) and letting cool down.
  • the solid has a melting point ranging of from 30 to 120°C, alternatively 35 to 90 ' ⁇ .
  • the solid may have hardness greater than from 600 grams, as measured according to the parameters set out in Table 1 below.
  • the present disclosure also relates to an anhydrous composition for topical application to the skin comprising (a) a silsesquioxane resin wax, (b) at least one solid particulate having an average particle size greater than 1 micron, (c) one or more additional waxes, and (d) one or more fluids selected from silicone fluid and organic fluid.
  • the anhydrous composition may comprise the silsesquioxane resin wax (a) at a level of from 5 to 60 parts, alternatively of from 10 to 40 parts; the at least one solid particulate having an average particle size greater than 1 micron (b) at a level of from 2 to 40 parts, alternatively of from 2 to 30 parts; the one or more additional waxes (c) at a level of from 5 to 60 parts, alternatively of from 10 to 30 parts; the one or more fluids (d) at a level of from 10 to 80 parts, alternatively of from 20 to 60 parts; all per 100 parts by weight of the total anhydrous composition.
  • the ratio of the combined amount of the silsesquioxane resin wax and the one or more additional waxes to the amount of the at least one solid particulate may be ranging of from 1 to 20 and, alternatively, of from 2 to 10.
  • the ratio of the combined amount of the silsesquioxane resin wax, solid particulate, and one or more additional waxes to the amount of fluids may be ranging of from 0.3 to 5 and, alternatively, of from 0.5 to 3.
  • the anhydrous composition may have hardness ranging of from 10 to 1000 grams as measured according to the parameters set out in Table 1 above, alternatively of from 40 to 600 grams, alternatively of from 175 to 600 grams.
  • the present disclosure also relates to an emulsion composition
  • an emulsion composition comprising (a) a silsesquioxane resin wax, (b) at least one solid particulate having an average particle size greater than 1 micron, (c) one or more additional waxes, (d) one or more fluids selected from silicone fluid and organic fluid, (e) one or more emulsifiers, and (f) water.
  • the emulsion composition may comprise the silsesquioxane resin wax (a) at a level of from 1 to 60 parts, alternatively of from 2 to 10 parts; the at least one solid particulate having an average particle size greater than 1 micron (b) at a level of from 0.5 to 40 parts, alternatively of from 0.5 to 10 parts; the one or more additional waxes (c) at a level of from 1 to 60 parts, alternatively of from 1 to 10 parts; the one or more fluids (d) at a level of from 2 to 80 parts, alternatively of from 2 to 30 parts; the one or more emulsifiers (e) at a level of from 0.1 to 20 parts, alternatively of from 1 to 10 parts; water (f) at a level of from 1 to 90, alternatively of from 40 to 80 parts; all per 100 parts by weight of the total composition.
  • silsesquioxane resin wax (a) at a level of from 1 to 60 parts, alternatively of from 2 to 10 parts; the at least one solid part
  • the ratio of the combined amount of the silsesquioxane resin wax and the one or more additional waxes to the amount of the at least one solid particulate may be ranging of from 1 to 20 or, alternatively of from 2 to 10.
  • the ratio of the combined amount of the silsesquioxane resin wax, the solid particulate, and the one or more additional waxes to the amount of fluids may be ranging of from 0.3 to 5 or, alternatively from 0.5 to 3.
  • the ratio of the combined amount of the silsesquioxane resin wax, the solid particulate, the one or more additional waxes, and the one or more fluids to the amount of water may be ranging of from 0.2 to 4, alternatively of from 0.3 to 1 .
  • the emulsion composition may have a viscosity ranging of from 100 to
  • the present disclosure also relates to a method of preparing a composition for topical application to the skin, comprising the steps of mixing (a) a silsesquioxane resin wax, (b) one or more solid particulate having an average particle size greater than 1 micron, (c) one or more additional waxes, (d) optionally, one or more fluids selected from silicone fluid and hydrocarbon fluid, (e) optionally, one or more emulsifiers, and (f) optionally, water.
  • a further method of providing a soft focus effect to skin by applying to it a composition comprising (a) a silsesquioxane resin wax, (b) at least one solid particulate having an average particle size greater than 1 micron, and (c) one or more additional waxes, is also disclosed.
  • compositions, anhydrous composition or emulsion composition may be incorporated into any skin care or cosmetic product, such as lotions, creams, moisturizers, facial treatments, primers, concealers, correctors, pencils, foundations, make-ups, blushes, lipsticks, lip balms, eyeliners, powders and sunscreens.
  • skin care or cosmetic product such as lotions, creams, moisturizers, facial treatments, primers, concealers, correctors, pencils, foundations, make-ups, blushes, lipsticks, lip balms, eyeliners, powders and sunscreens.
  • Silsesquioxane resin wax typically includes at least 40 mole % of siloxy units having the general formula (R2R'SiO-
  • R is an alkyl group including from 1 to 8 carbon atoms, an aryl group, a carbinol group, or an amino group
  • R' is a monovalent hydrocarbon having 9-40 carbon atoms
  • R" is a monovalent hydrocarbon group having 1 to 8 carbon atoms or an aryl group.
  • x and y represent the mole fraction of (R2R'SiO-
  • (R"Si03/2) siloxy units relative to each other present in the silsesquioxane resin wax.
  • the mole fraction of siloxy units can independently vary from 0.05 to 0.95.
  • the value of x is 0.05 to 0.95, or alternatively 0.2 to 0.8
  • the value of y is 0.05 to 0.95, or alternatively 0.2 to 0.8.
  • /2) and (R"Si03/2) siloxy units present must total at least 40 mole %, alternatively 60 mole %, or alternatively 90 mole % of all siloxy units present in the silsesquioxane resin wax.
  • the silsesquioxane resin wax may contain additional siloxy units such as (i)
  • silsesquioxane resin wax may comprise the units:
  • R, R 1 , R 2 and R ⁇ are independently an alkyl group having 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group;
  • R' is a monovalent hydrocarbon having 9-40 carbon atoms;
  • R" is a monovalent hydrocarbon group having 1 to 8 carbon atoms;
  • a, b, c and d have a value of zero to 0.6;
  • R' may be any linear or branched monovalent hydrocarbon having 9 to 40 carbons. Alternatively, R' is a C18-C40 hydrocarbon group. R" may be a methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, or aryl group. Alternatively, R" is propyl.
  • R' and the ratio of y/x may be selected such that the silsesquioxane resin wax has a melting point greater than 30 Q C.
  • the solid particulate in the compositions imparts an increased level of light scattering, which results in an enhanced diffused or soft focus effect. While the fact that particles scatter light is a generally known phenomenon, in a skin care or cosmetic formulations, solid particles may often agglomerate in the suspending medium, resulting in an undesired effect of either reduced scattering or uneven scattering. Even if the particles do not agglomerate in the bulk formulation, once the formulation is applied onto the skin and the volatiles evaporate, particles can often agglomerate. This makes the skin appear uneven and/or unnatural or the skin may have visible and noticeable powdery residues. The combination of solid particulate with silsesquioxane resin wax reduces such agglomeration in the formulation as well as on the skin, thus providing an enhanced scattering effect.
  • the solid particulate may further provide for an additional effect on the skin such as sebum absorption, feel improvement, texture modification.
  • solid particulates examples include silica, alumina, mica, clay, titanium dioxide, iron oxide, zinc oxide, boron nitride, zeolite, laponite, talc, silicone resins, silicone elastomer powders, acrylic and acrylate homo- and co-polymers, nylon, polyethylene, colloidal metals, natural powders such as starch, or any combination thereof.
  • the solid particulate may be any treated form of the previously recited examples, such as surface treatment for hydrophobization, hydrophilisation, and/or compatibilization.
  • Solid particulates may have an average particle size of from 100 nanometers to 100 microns, alternatively of from 1 to 50 microns, alternatively of from 2 to 20 microns.
  • the solid particulate may have any shape, such as for example spherical, substantially spherical, semi spherical or irregular.
  • the solid particulate may be a solid/full, porous or hollow particulate.
  • the one or more additional waxes may include a variety of waxes that are configured to provide one or more advantageous properties to the compositions such as compatibility with a variety of organic ingredients, melting on contact with skin, being substantive to the skin, being moisturizing, non-acnegenic, and non-comedogenic, providing a smooth and/or silky feel, adding body, and many other properties.
  • Each of the one or more additional waxes may possess some or all of these properties.
  • the one or more additional waxes may be a silicone wax or an organic wax.
  • silicone waxes examples include C30-45 alkyl methicone and C30-45 olefin (MP > 60 ⁇ €), Bis-PEG-18 methyl ethyl dimethyl silane, stearyl dimethicone.
  • organic waxes include those selected from synthetic and natural origin such as mineral waxes, animal waxes, vegetal waxes, hydrogenated oils, fatty esters and glycerides which are solid at 25°C.
  • organic waxes include esters derived from a monovalent saturated C16-C60 alkanol and a saturated C8-C36 monocarboxylic acid, glycerol triesters of saturated linear C18-C40 carboxylic acids, candelilla wax, carnauba wax, beeswax, saturated linear C16-C18, C20, and C22-C40 carboxylic acids, hardened castor oil, ozokerite, polyethylene wax, microcrystalline wax, ceresin, lanolin wax, rice bran wax, montan wax, orange wax, lemon wax and paraffin wax.
  • the one or more additional waxes is a solid at 25°C and may have a melting point in the range of 30 ⁇ € to 130°C, alternatively of from 30 ⁇ € to 90 °C.
  • the fluid is a liquid at ambient conditions. Any fluid which is compatible with the silsesquioxane resin wax and which does not agglomerate the solid particulates may be used. Compatibility here refers to good mixing to achieve a blend homogeneous to the naked eye; it does not necessarily mean miscibility at a molecular level. In order to achieve soft focus, the solid particulates need to be dispersed in the fluid, and not solubilized.
  • a particularly effective fluid is one that can simultaneously compatibilize the silsesquioxane resin wax and the additional waxes and that does not agglomerate the solid particulates, yet allows the waxes and the solid particulates to be present in the formulation as aggregates having an average size or phase domain greater than typically a few hundreds of nanometers, as observed using microscopic measurement.
  • the fluid may include volatile or non-volatile organic or silicone fluids or any combination(s) thereof. Volatile fluids have a boiling point below 250 °C.
  • silicone fluid examples include cyclomethicones containing from 3 to 7 silicon atoms; dimethicones such as those having viscosities ranging from 0,5 to 100,000 mm 2 /s; organo-functional siloxanes such as caprylyl methicone, phenyl trimethicone, bis-hydroxyethoxypropyl dimethicone.
  • organic fluid examples include hydrocarbons such as isododecane, isoparaffins; esters such as myristates, carbonates; triglycerides such as capric/caprylic triglyceride; alcohols such as ethanol.
  • hydrocarbons such as isododecane, isoparaffins
  • esters such as myristates, carbonates
  • triglycerides such as capric/caprylic triglyceride
  • alcohols such as ethanol.
  • a volatile fluid may be needed to allow the formulation to dry upon application to the skin.
  • a non volatile fluid with high viscosity is suitable for providing substantivity and wash off resistance.
  • the fluid may have emollient properties.
  • the emulsifiers suitable for use according to the present may be anionic, cationic, amphoteric and/or non-ionic.
  • Nonionic surfactants include dimethicone copolyols, fatty acid esters of polyols, for instance sorbitol or glyceryl mono-, di-, tri- or sesqui-oleates or stearates, glyceryl or polyethylene glycol laurates; fatty acid esters of polyethylene glycol (polyethylene glycol monostearate or monolaurate); polyoxyethylenated fatty acid esters (stearate or oleate) of sorbitol; polyoxyethylenated alkyl (lauryl, cetyl, stearyl or octyl)ethers.
  • Anionic surfactants include carboxylates (sodium 2-(2-hydroxyalkyloxy)acetate)), amino acid derivatives (N-acylglutamates, N-acylgly-cinates or acylsarcosinates), alkyl sulfates, alkyl ether sulfates and oxyethylenated derivatives thereof, sulfonates, isethionates and N-acylisethionates, taurates and N-acyl N-methyltaurates, sulfosuccinates, alkylsulfoacetates, phosphates and alkyl phosphates, polypeptides, anionic derivatives of alkyl polyglycoside (acyl-D-galactoside uronate), and fatty acid soaps, and mixtures thereof.
  • carboxylates sodium 2-(2-hydroxyalkyloxy)acetate
  • amino acid derivatives N-acylglutamates, N-acylgly-cinates
  • Amphoteric and zwitterionic surfactants include betaines,
  • N-alkylamidobetaines and derivatives thereof proteins and derivatives thereof, glycine derivatives, sultaines, alkyl polyaminocarboxylates and alkylamphoacetates, and mixtures thereof.
  • compositions according to the present disclosure can further include additional ingredients known in the formulation of skin care formulations. These additional ingredients may be incorporated into the compositions at levels appropriate for a particular skin care application as determined by one of ordinary skill in the art.
  • Additional ingredients include humectants, emollients, exfoliate agents, vitamins and their derivatives, natural extracts and their derivatives, anti-oxidants, radical scavengers, anti-acne agents, anti-inflammatory agents, antimicrobial agents, antibacterial agents, antifungal agents, anti-itch agents, peptides, proteins, sunscreens, sunfilters, skin lightening agents, tanning agents, drugs, pigments, dyes, electrolytes, anhydrous liquids, thickeners/rheology modifiers, preservatives and fragrances.
  • humectants include hyaluronic acid, chondroitin sulfate, pyrrolidone carboxylic acid salts, polyoxyethylene methylglucoside, polyoxypropylene methylglucoside, glycerin, propylene glycol, 1 ,3-butylene glycol, polyethylene glycol, sodium d,1 -pyrrolidonecarbonate, sodium lactate, sorbitol, sodium hyaluronate.
  • emollients include non-volatile silicones, such as silicone gums, silicone resins and silicone elastomer gels.
  • anhydrous liquids are those that are anhydrous but water compatible, and include alcohols, polyethylene glycols, dihydric alcohols, trihydric alcohols, lower aliphatic polyhydric polyols, sugar alcohols.
  • thickeners/rheology modifiers examples include cellulose and its derivatives, bentonite, silicon dioxide, polyacrylic acids, carbomer.
  • a method of preparing a composition for topical application to the skin comprises the steps of mixing (a) a silsesquioxane resin wax, (b) one or more solid particulate having an average particle size greater than 1 micron, (c) one or more additional waxes, (d) optionally, one or more fluids selected from silicone fluid and hydrocarbon fluid, (e) optionally, one or more emulsifiers, and (f) optionally, water.
  • the mixing is carried out using conventional mixing means. Heating may be useful to melt the waxes before or during mixing.
  • fuzzy or the like, to describe an optical effect that results in the object being seen by the observing eyes without sharp resolution.
  • a cosmetic or skin care formulation which provides soft focus effect will, upon application to the skin, result in the natural skin being seen and the undesirable features such as wrinkles, pores, pigment spots, etc. being de-focused and not seen with sharp resolution. Therefore, the skin appears, to the naked eye, smoother, younger, and more even, while still looking natural.
  • the soft focus effect differs from opaque effect or appearance in that the latter, through application of an opaque skin formulation, blocks the light from reaching the skin so the natural skin, along with all its blemishes and imperfections, is not being seen.
  • an opaque skin formulation configured to deliver an opaque effect is applied to the skin, natural skin is not seen by the naked eye; rather, the opaque formulation applied to the skin is what is seen by the naked eye.
  • the light With soft focus, the light still reaches the skin and radiates back to the observing eye, however, the light is diffused, or, in optical terminology, scattered, which results in the natural skin being seen.
  • a skin formulation that results in an opaque film on the skin covers the natural skin to make it appear more even, but often unnatural, whereas a soft focus skin formulation according to the present disclosure diffuses the light to diminish the appearance of skin imperfections, while still allowing the natural skin to be seen.
  • a film of a sample material under consideration is first coated onto a glass slide by means of a bar applicator with a fixed gap. The gap distance determines the film thickness. This amount is representative of the usual amount of skin care formulation that one would apply to the skin. The film is then dried under ambient conditions to allow any volatile content to evaporate. If the sample material is a solid mixture, the mixture may first be melted and the molten mixture may then be coated onto the glass slide. In some cases, the glass slide as well as the bar applicator may be pre-heated in order to keep the material in a molten state during the coating process. Alternatively, the solid mixture may first be dispersed in a liquid carrier or made into an emulsion and the dispersion or the emulsion be coated accordingly.
  • the glass slide with the coating is then placed in a spectrophotometer were an incident light is then shined through the sample and the total transmittance, diffuse transmittance, total reflectance, and diffuse reflectance are measured.
  • the instrument is capable of measurement within a range of wavelengths (-800-200 nm) corresponding to the visible and UV region.
  • An incident light is shined through a glass slide (GS) coated with a sample composition (SC).
  • the incident light is partially transmitted, partially reflected and partially absorbed.
  • the total transmittance (TT) is the transmitted light collected within the forward half of the sphere.
  • Diffuse transmittance (DT) is total transmittance minus the light collected within a forward solid angle of 8 Q .
  • the total reflectance (TR) is the reflected light collected within the backward half of the sphere.
  • the amount of incident light that is absorbed by the sample material is below 25%, alternatively below 10%.
  • a desired soft focus effect of the compositions according to the present disclosure is one where both DT and DR are as high as possible with most of the light being transmitted instead of reflected or absorbed.
  • the skin will appear dim or dark, instead of radiant, which is undesirable.
  • the skin may appear bright but the reflection is from the composition rather than from the skin, so the natural skin is not being seen.
  • a desirable effect is one that has a minimal amount of absorption by the composition and a relatively low amount of total reflection.
  • a higher fraction of the diffused light from the light that is transmitted through or reflected from the composition leads to a blurrier effect; i.e., the skin appears more even.
  • a typical optical effect according to the present invention is when DT/TT is greater than 0.6, alternatively greater than 0.7, and DR/TR is greater than 0.8, alternatively greater than 0.85, TT/TR is at least 2.5, alternatively at least 5, and the ratio of AB/(TT+TR+AB) is no higher than 0.25, alternatively no higher than 0.1 . All the preceding measurements are based upon measurement on a film of 37 microns thickness made of the compositions. It is to be understood that a different film thickness may yield different measurements for the above parameters; for instance, the thicker the film, the lower the TT and the higher the AB. One skilled in the art should adjust the above criteria appropriately to target a desirable soft focus effect.
  • a soft focus effect may be provided to the skin by applying to it a composition comprising (a) a silsesquioxane resin wax, (b) at least one solid particulate having an average particle size greater than 1 micron, and (c) one or more additional waxes.
  • compositions prepared according to the embodiments of the present disclosure can be used in various personal care, cosmetic, and medical applications.
  • the composition, anhydrous composition or emulsion composition may be present in skin care or cosmetic products within a form selected from lotions, creams, moisturizers, facial treatments, primers, concealers, correctors, pencils, foundations, make-ups, blushes, lipsticks, lip balms, eyeliners, powders, and sunscreens.
  • Example 1 Solid composition 1 : 16.15 grams of silica, 48.01 grams of silsesquioxane resin wax, 18.01 grams of C18-36 acid triglyceride, and 18.03 grams of a 3:1 mixture of stearyl dimethicone and octadecene were combined together, heated at 85-90 °C under stirring until homogeneous, then let cool down to room temperature. The solid was in the form of a flake of 1 -5 mm thickness.
  • Example 2 Solid composition 2: 25.81 grams of silica, 38.41 grams of silsesquioxane resin wax, 18.06 grams of C18-36 acid triglyceride, and 18.16 grams of a 3:1 mixture of stearyl dimethicone and octadecene were combined together, heated at 85-90 °C under stirring until homogeneous, then let cool down to room temperature. The solid was in the form of a flake of 1 -5 mm thickness.
  • Example 3 Solid composition 3: 16 grams of a mixture of HDI trimethylol hexyllactone crosspolymer and silica, 48 grams of silsesquioxane resin wax, 18 grams of stearic acid and 18 grams of cetearyl alcohol were combined together, heated at 85-90 ⁇ under stirring until homogeneous, then let cool down to room temperature. The solid was in the form of a flake of 1 -5 mm thickness.
  • Examples 4 to 13 The anhydrous compositions containing the ingredients listed in Table 2 were prepared as follows: • Combine the fluids (d) in an appropriate sized beaker, mix until homogeneous
  • Soy Polyglycerides (and) C15-23 Alkane (1 ) 1 .90
  • Examples 14 to 25 The emulsion compositions using the ingredients listed in
  • Phase A xanthan gum was dispersed in water with disodium EDTA until homogeneous, then the mixture was heated to 80 °C, and PEG 100 Stearate (and) Glyceryl Stearate and Sorbitan Stearate were added and mixed until molten and homogeneous
  • Phase B fluids were combined with waxes, and heated up to ⁇ ' ⁇ , under mixing until homogeneous, then particulates were added with mixing until all particulates were wetted and the mixture was homogeneous
  • Phase B was poured slowly into phase A under sufficient stirring to allow emulsification; then heating was removed; subsequently phase C was added. When temperature was below 45°C, phase D was added; mixing was pursued for an additional 15 minutes. The emulsion was homogenized using a high shear mixing device for 1 minute and allowed to cool to room temperature.
  • Example 26 The emulsion composition using the ingredients listed in Table 3 was prepared as follows:
  • xanthan gum was dispersed in water with disodium EDTA until homogeneous, then the mixture was heated to ⁇ ' ⁇ , and PEG 100 Stearate (and) Glyceryl Stearate and Sorbitan Stearate were added and mixed until molten and homogeneous,
  • Example 3 • the solid composition, in the form of flakes, of Example 3 was then added to the emulsion and mixed until molten and homogeneous, and sufficient stirring was maintained to allow emulsification
  • compositions in Examples 1 1 to 26 resulted in absorption below 5%, in a ratio Total Transmittance/Total Reflectance above 2.5, in a ratio Diffuse Transmittance/Total Transmittance above 60% and a ratio Diffuse Reflectance/Total Reflectance above 80%.

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Abstract

La présente invention concerne, dans différents modes de réalisation, des compositions pour application topique sur la peau, comprenant une cire de résine silsesquioxane, au moins un solide particulaire ayant une taille de particule moyenne supérieure à 1 micron, et une ou plusieurs cires additionnelles.
PCT/US2013/038584 2012-05-09 2013-04-29 Composition pour application sur la peau comprenant une cire de résine silsesquioxane et des particules solides WO2013169506A2 (fr)

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US14/399,536 US20150098973A1 (en) 2012-05-09 2013-04-29 Composition for application to the skin comprising silsesquioxane resin wax and solid particulate
KR1020147033066A KR20150013604A (ko) 2012-05-09 2013-04-29 실세스퀴옥산 수지 왁스 및 고체 미립자를 포함하는 피부에 도포하기 위한 조성물
JP2015511507A JP2015516417A (ja) 2012-05-09 2013-04-29 シルセスキオキサン樹脂ワックス及び固体微粒子を含む、皮膚への適用のための組成物
CN201380023258.7A CN104321044A (zh) 2012-05-09 2013-04-29 用于施用于皮肤的包含倍半硅氧烷树脂蜡和固体颗粒的组合物
EP13721522.4A EP2846760A2 (fr) 2012-05-09 2013-04-29 Composition pour application sur la peau comprenant une cire de résine silsesquioxane et des particules solides

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WO2015199966A3 (fr) * 2014-06-26 2016-02-18 3M Innovative Properties Company Composition de traitement de la peau
CN105451815A (zh) * 2013-08-22 2016-03-30 默克专利有限公司 光疗法中的漫射颜料
JP2016117703A (ja) * 2014-12-23 2016-06-30 广州神采▲化▼▲粧▼品有限公司 スキンケアクリーム及びその調製方法
US9446265B2 (en) 2014-01-14 2016-09-20 The Procter & Gamble Company Cosmetic composition
US9931285B2 (en) 2014-01-14 2018-04-03 The Procter & Gamble Company Multi-step product for improving the appearance and feel of human skin
WO2018108878A1 (fr) * 2016-12-16 2018-06-21 L'oreal Émulsion de type h/e comprenant un alcool gras en c16 à c30, un tensioactif anionique, une huile, une cire et un solvant hydrophile
US10206859B2 (en) 2014-07-29 2019-02-19 The Procter & Gamble Company Cosmetic composition
US10512595B2 (en) 2014-01-14 2019-12-24 The Procter & Gamble Company Multi-step product for improving the appearance and feel of human skin
US11096871B2 (en) 2017-09-18 2021-08-24 Conopco, Inc. Personal care composition comprising a coated porous particle and dimethicone/vinyltrimethylsiloxysilicate and whitening agent

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JP7055804B2 (ja) 2016-11-23 2022-04-18 ユニリーバー・アイピー・ホールディングス・ベー・フェー パーソナルケア組成物
EP3421097A1 (fr) * 2017-06-26 2019-01-02 L'oreal Composition cosmétique comprenant une matière poreuse ordonnée pour réduire les irrégularités visibles et/ou tactiles de la peau
FR3067934B1 (fr) * 2017-06-27 2019-08-09 L'oreal Composition gelifiee comprenant une dispersion d'agregats solides.
US10881601B2 (en) * 2017-09-29 2021-01-05 L'oreal Cosmetic compositions capable of forming a multilayer structure after application to a keratinous material
CN112888715B (zh) * 2018-10-18 2023-11-03 东亚合成株式会社 倍半硅氧烷衍生物组合物及其用途
KR102223208B1 (ko) * 2019-06-26 2021-03-05 코스맥스 주식회사 백탁현상이 방지되는 주름 개선용 화장료 조성물
CN113318009B (zh) * 2021-05-17 2023-01-24 科丝美诗(中国)化妆品有限公司 一种油分散慕斯膏状组合物及其制备方法

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105451815A (zh) * 2013-08-22 2016-03-30 默克专利有限公司 光疗法中的漫射颜料
US9446265B2 (en) 2014-01-14 2016-09-20 The Procter & Gamble Company Cosmetic composition
US9931285B2 (en) 2014-01-14 2018-04-03 The Procter & Gamble Company Multi-step product for improving the appearance and feel of human skin
US10512595B2 (en) 2014-01-14 2019-12-24 The Procter & Gamble Company Multi-step product for improving the appearance and feel of human skin
WO2015199966A3 (fr) * 2014-06-26 2016-02-18 3M Innovative Properties Company Composition de traitement de la peau
JP2017519773A (ja) * 2014-06-26 2017-07-20 スリーエム イノベイティブ プロパティズ カンパニー 皮膚治療用組成物
US10206859B2 (en) 2014-07-29 2019-02-19 The Procter & Gamble Company Cosmetic composition
JP2016117703A (ja) * 2014-12-23 2016-06-30 广州神采▲化▼▲粧▼品有限公司 スキンケアクリーム及びその調製方法
WO2018108878A1 (fr) * 2016-12-16 2018-06-21 L'oreal Émulsion de type h/e comprenant un alcool gras en c16 à c30, un tensioactif anionique, une huile, une cire et un solvant hydrophile
FR3060327A1 (fr) * 2016-12-16 2018-06-22 L'oreal Emulsion h/e comprenant un alcool gras en c16-c30, un tensioactif anionique, une huile, une cire et un solvant hydrophile
US11564872B2 (en) 2016-12-16 2023-01-31 L'oreal O/W emulsion comprising a C16—C30 fatty alcohol, an anionic surfactant, an oil, a wax and a hydrophilic solvent
US11096871B2 (en) 2017-09-18 2021-08-24 Conopco, Inc. Personal care composition comprising a coated porous particle and dimethicone/vinyltrimethylsiloxysilicate and whitening agent

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US20150098973A1 (en) 2015-04-09
JP2015516417A (ja) 2015-06-11
WO2013169506A3 (fr) 2014-11-20
CN104321044A (zh) 2015-01-28
EP2846760A2 (fr) 2015-03-18

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